1H-Pyrrolo[2,3-b]pyridine, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-

Base Information

• Chemical Name: 1H-Pyrrolo[2,3-b]pyridine, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
• CAS No.: 945256-29-1
• Molecular Formula: C13H17BN2O2
• Molecular Weight: 244.101
• Hs Code.: 2934999090
• Mol file: 945256-29-1.mol

Synonyms:3-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine;

Chemical Property of 1H-Pyrrolo[2,3-b]pyridine, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-

Chemical Property:

• Vapor Pressure: 2.01E-06mmHg at 25°C
• Boiling Point: 405.7°C at 760 mmHg
• Flash Point: 199.2°C
• PSA: 47.14000
• Density: 1.15g/cm³
• LogP: 1.86210
• Storage Temp.: 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Pyrrolo[2,3-b]pyridine, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-

There total 4 articles about 1H-Pyrrolo[2,3-b]pyridine, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 76.0%

7-Azaindole (271-63-6) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 3‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)‐1H‐pyrrolo[2,3‐b]pyridine (945256-29-1)

Guidance literature:

With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 3,4,7,8-Tetramethyl-o-phenanthrolin; In tetrahydrofuran; at 80 ℃; for 4h; regioselective reaction; Inert atmosphere; Glovebox;

DOI:10.1002/anie.201306511

Reference yield: 76.0%

2-methyl-2-propanyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate (942070-47-5) → 3‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)‐1H‐pyrrolo[2,3‐b]pyridine (945256-29-1)

Guidance literature:

tert-butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate; With trifluoroacetic acid; In dichloromethane; water; for 2h; Inert atmosphere;

With sodium carbonate; In dichloromethane; Inert atmosphere;

DOI:10.1021/ja412563e

Reference yield: 59.0%

7-Azaindole (271-63-6) + bis(pinacol)diborane (73183-34-3) → 3‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)‐1H‐pyrrolo[2,3‐b]pyridine (945256-29-1)

Guidance literature:

With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 3,4,7,8-Tetramethyl-o-phenanthrolin; In tetrahydrofuran; at 80 ℃; for 4h; Inert atmosphere; Glovebox;

DOI:10.1021/ja412563e

upstream raw materials:

7-Azaindole

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

bis(pinacol)diborane

1-(tert-butoxycarbonyl)-1H-pyrrolo<2,3-b>pyridine

Downstream raw materials:

N₁-(5-fluoro-2-(1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-yl)cyclohexane-1,2-diamine

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